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Optica Publishing Group
  • Applied Spectroscopy
  • Vol. 31,
  • Issue 2,
  • pp. 164-166
  • (1977)

Interpretation of the Vibrational Spectra of Small Ring Systems: Matrix Isolation and Condensed Phase Studies of Perfluorocyclobutanone

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Abstract

Although the equilibrium structure of four-membered ring systems can be understood in terms of a balance between the ring-strain and torsional forces, the resulting conformation of fluorinated derivatives of cyclobutane is more difficult to quantify. For example, the introduction of a CF<sub>2</sub> group in cyclobutane reduces the barrier to planarity from 503 cm<sup>−1</sup> (<i>c</i>-C<sub>4</sub>H<sub>8</sub>) to 241 cm<sup>−1</sup> (<i>c</i>-C<sub>4</sub>H<sub>6</sub>F<sub>2</sub>). Since a similar reduction in barrier heights has also been reported for trimethylene oxide and 3,3-difluoroxetane, efforts have been initiated to understand these changes by considering variations in the torsional forces for fluorine-containing cyclic and open chain molecules. To complement our work in this area, the present vibrational study of Perfluorocyclobutanone (<i>c</i>-C<sub>4</sub>F<sub>6</sub>O) was undertaken in order to determine the skeletal structure of this molecule.

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